Vacation Rentals & Villas in Montepulciano

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87 Houses

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Safe Staffed property

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Price per night from

$198

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Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Safe, Staffed property

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Price per night from

$81

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Safe, Staffed property

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Price per night from

$358

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Safe, Staffed property

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Price per night from

$173

Tuscany Villa in Montepulciano,Free Parking,Free Wi-fi,view of valley

Bivio di San Biagio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Safe, Staffed property

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Price per night from

$309

Farmhouse Il Palazzo dei Diavoli Montepulciano - Tuscany Val d 'Orcia

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Safe, Staffed property

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Price per night from

$149

I Tigli, apt in farmhouse only 5 km to Montepulciano. 2 bedrooms, pool and Wi-Fi

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Staffed property

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Price per night from

$194

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

1 of 2 match: Safe, Staffed property

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Price per night from

$1,033

Podere Monti

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Staffed property, Safe

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Price per night from

$1,358

davide apartment Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Safe

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Price per night from

$118

Farmhouse Olimpia in Montepulciano, apartment furnished , pool, wifi

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Staffed property, Safe

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Price per night from

$111

Holiday Resort in Montepulciano M,,air conditioning,swimmingpool,wine tasting

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Staffed property, Safe

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Price per night from

$142

Lovely home of Olimpia in Montepulciano, wifi, wine and bikes, music and termal

Montepulciano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Staffed property, Safe

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Price per night from

$124

Tenuta di Argiano in Montepulciano, apartment, winery, pool, wifi

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Safe

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Price per night from

$105

Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Staffed property, Safe

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Price per night from

$1,481

Tenuta di Argiano in Montepulciano, apartment, pool, wifi, winery, trekking

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Safe

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Price per night from

$105

Tuscany Villa PODERE MONTI

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Staffed property, Safe

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Price per night from

$1,393

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Safe

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Price per night from

$281

La Casina Toscana, central with parking and wi-fi

Montepulciano cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Staffed property, Safe

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Price per night from

$142

Great rentals within 20 miles that match your search

Villa del Falco - Poggio Cennina Country Resort

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Safe Staffed property

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Price per night from

$700

Villa della Volpe - Poggio Cennina Country Resort

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Safe Staffed property

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Price per night from

$700

Casa dell'Istrice - Poggio Cennina Country Resort

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Safe Staffed property

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Price per night from

$662

Casa della Lepre - Poggio Cennina Country Resort

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Safe Staffed property

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Price per night from

$662

Casa del Merlo - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe Staffed property

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Price per night from

$467

Casa del Lupo - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe Staffed property

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Price per night from

$467

Casa della Donnola - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe Staffed property

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Price per night from

$285

Casa del Cinghiale - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe Staffed property

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Price per night from

$467

Casa del Riccio - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe Staffed property

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Price per night from

$285

Casa del Tasso - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe Staffed property

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Price per night from

$285

GH Paradiso - Apartment - Split Level (C)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe Staffed property

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Price per night from

$186

GH Paradiso - Large 2 Bedrooms Apartment (B)

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Safe Staffed property

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Price per night from

$186

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe Staffed property

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Price per night from

$716

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Safe Staffed property

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Price per night from

$445

GH Paradiso - 2 Bedrooms Apartment (A)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Safe Staffed property

All filters match

Price per night from

$186

In Tuscany farm holidays

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Safe Staffed property

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Price per night from

$432

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

Match: Safe Staffed property

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Price per night from

$186

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Safe Staffed property

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Price per night from

$2,115

Independent Villetta (7 people) with private garden and shared swimming pool

San Gimignano villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Safe Staffed property

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Price per night from

$247

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